
Apartments for Rent in the Winchester Neighborhood of San Jose, CA (418 Rentals) Page 2 of 9


Magliocco Manor 1

Magliocco Manor 2

704 Opal Dr

2940 Huff Ave

3166 Moorpark Ave

714 Opal Dr

2981 Magliocco Dr

3046 Magliocco Dr

2930 Huff Ave
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

726 Opal Dr

736 Opal Dr

3203-2307 Myles Ct

2920 Huff Ave

758 Opal Dr

748 Opal Dr

3180 Moorpark Ave

770 Opal Dr

782 Opal Dr

2949 Magliocco Dr

794 Opal Dr

3188 Moorpark Ave

2937 Magliocco Dr

3031 Neal Ave

727 Opal Dr

2970 Magliocco Dr

3131 Neal Ave

3210 Myles Ct

3143 Neal Ave

3194 Moorpark Ave

737 Opal Dr

544 Dudley Ave

749 Opal Dr

808 Opal Dr

816 Opal Dr

2917 Magliocco Dr

759 Opal Dr

718 Teresi Ct

3155 Neal Ave

534 Dudley Ave

3167 Neal Ave

3202 Moorpark Ave

783 Opal Dr

822 Opal Dr

771 Opal Dr

3173 Neal Ave

828 Opal Dr

795 Opal Dr

730 Teresi Ct

3140 Neal Ave
Winchester, San Jose, CA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $3,180 | $2,058 | $3,953 |
| Winchester 1 Bedroom Apartments | $3,621 | $2,075 | $5,292 |
| Winchester 2 Bedroom Apartments | $4,336 | $2,200 | $7,419 |
| Winchester 3 Bedroom Apartments | $6,302 | $3,299 | $9,371 |
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $4,150 | $3,200 | $6,000 |
| 3 Bedroom Homes | $5,263 | $4,495 | $6,800 |
| 4 Bedroom Homes | $6,850 | $6,850 | $6,850 |
Browse Apartments in this Neighborhood
There are currently 418 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of San Jose, CA.
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Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in the Winchester area of San Jose, CA?
As of today, September 11, 2026, there are currently 418 available Winchester apartments priced from $2,058 to $9,371, with an average monthly rent of $4,460.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $2,075 to $5,292 with an average monthly rent of $3,621.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $7,419. Today's average rental price for Two Bedrooms here is $4,336.
How expensive are Winchester Three Bedroom Apartments?
There are currently 85 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $3,299 to $9,371 - averaging $6,302 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

Living and Working in San Jose: A Local Expert's Guide to the Best Neighborhoods to Rent Near San Joses Top Employers
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San Jose is absolutely one of those places where your zip code and your job eventually wind up in a very serious relationship.

Beyond Campus: Finding Your Perfect San Jose Student Apartment and Neighborhood
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Sunny San Jose is so much more than just an incredible place to go to school, get an education, and prepare for the next chapter of your life.

A Local Expert's Guide to the Top 10 Best Affordable Neighborhoods for Renters in San Jose
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If you’ve spent much time in San Jose, you’ve likely heard it referred to as “the capital of Silicon Valley” a time or two, and with good reason. San Jose has it all when it comes to the modern California lifestyle and then some.
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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.